Thiol–ene photopolymerization (TEP) is a highly advantageous method for the curing of unsaturated monomers, and the design of novel monomers to be used in TEP is an active area of research. The feasibility and the versatility of novel acetylene dicarboxylic acid diallyl ester (ACDAE)-based monomers are synthesized and demonstrated. The electron deficient acetylenic core in ACDAE allows to apply three different click reactions, aza-Michael, thio-Michael, and metal-free azide–alkyne cycloaddition reactions, efficiently on it. Thus, three novel allylic monomers are synthesized and are used to prepare thiol–ene photopolymerized networks. All monomers are synthesized in good yields and structurally characterized by ¹H NMR and Fourier-transform infrared spectroscopy (FTIR) measurements. Thermal, thermomechanical, and mechanical properties, flame retardancy, transmittance, and the wettability of the networks are determined.

中文翻译：

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乙炔二羧酸二烯丙酯：硫醇-烯光固化网络的通用单体

硫醇-烯光聚合 (TEP) 是固化不饱和单体的一种非常有利的方法，用于 TEP 的新型单体的设计是一个活跃的研究领域。合成并证明了新型乙炔二羧酸二烯丙酯 (ACDAE) 基单体的可行性和多功能性。ACDAE 中的缺电子炔核允许在其上有效地应用三种不同的点击反应，氮杂-迈克尔、硫代-迈克尔和无金属叠氮化物-炔烃环加成反应。因此，合成了三种新型烯丙基单体并用于制备硫醇-烯光聚合网络。所有单体均以良好的收率合成，其结构特征为¹H NMR 和傅里叶变换红外光谱 (FTIR) 测量。确定了网络的热、热机械和机械性能、阻燃性、透射率和润湿性。